Ligand profile

CHEMBL340291

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₀H₄₄BrN₃O₄S
pchembl 7.66 ~21.9 nM
Mol. weight 622.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL340291
UniProt (similar protein)
Q12908
pchembl
7.660 (~21.9 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 622.67 Da
LogP (Crippen) 6.16
H-bond donors 3
H-bond acceptors 5
TPSA 98.74 Ų
Rotatable bonds 13
Aromatic rings 2 / 3
Heavy atoms 39
Fraction sp³ C 0.57
Formula C₃₀H₄₄BrN₃O₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 98.7
  • −1 ≤ LogP ≤ 5 6.16
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 622.7
  • LogP ≤ 5 6.16
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 98.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)NS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2cccc(NC(=O)CCCCBr)c2)[C@H]1O
InChI 
InChI=1S/C30H44BrN3O4S/c1-5-7-17-30(18-8-6-2)29(36)28(22-12-11-13-23(20-22)32-27(35)14-9-10-19-31)25-21-24(34(3)4)15-16-26(25)39(37,38)33-30/h11-13,15-16,20-21,28-29,33,36H,5-10,14,17-19H2,1-4H3,(H,32,35)/t28-,29-/m1/s1
InChIKey 
OBLAERGBIUYKNO-FQLXRVMXSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF01758

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3063.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)